Kailua Vacation Rentals

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Check prices for these dates

Tonight
Aug 11 - Aug 12
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Aug 12 - Aug 13
This weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24

Vacation Rentals in Kailua

Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (779)
"Overall very nice place to stay with family. "
Maui Beach Vacation Club
Maui Sunset
Premium Condo, 2 Bedrooms, Kitchen, Ocean View | Terrace/patio

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (460)
"Very beautiful with lovely grounds. Easy check in and out…and right on the beach!"
Maui Sunset
Maui Schooner Resort
BBQ/picnic area

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (484)
"Room setup is very convenient for a group of 6 with 2 full baths. Landscape looks nice."
Maui Schooner Resort
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1081)
"Loved the fully stocked kitchen and amenities available. It was a delightful stay! We would stay here again."
Sugar Beach Resort
Yonegan Maui Getaways - Haiku
Garden

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (4)
"It was a last minute stay and it had what we needed. "
The price is ₩188,456
₩359,796 total
includes taxes & fees
Aug 17 - Aug 18
Yonegan Maui Getaways - Haiku
Awesome Maui Vista Beach Suite
1 bedroom, individually decorated, individually furnished

Awesome Maui Vista Beach Suite

4.0 star property
9.0 out of 10, Wonderful, (17)
"Accommodations were great..would stay again! "
The price is ₩322,890
₩706,893 total
includes taxes & fees
Aug 30 - Aug 31
Awesome Maui Vista Beach Suite
Wonderful South Maui Beach Condos
Exterior

Wonderful South Maui Beach Condos

3.5 star property
9.4 out of 10, Exceptional, (22)
"Exactly what we needed with beach access right across the street"
The price is ₩322,890
₩706,893 total
includes taxes & fees
Aug 30 - Aug 31
Wonderful South Maui Beach Condos
Kaiholo Hale
Beach nearby

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (199)
"We stayed here 4 nights, perfect location for our activities. We did sunrise bike ride down Haleakala and Road to Hana. "
Kaiholo Hale
Kihei Bay Surf 227
Condo (0 Bedroom) | Property amenity

Kihei Bay Surf 227

3.5 star property
9.2 out of 10, Wonderful, (14)
"Clean, quiet location, comfortable bed. Beautiful sunsets from front balcony. Short walk to beach."
Kihei Bay Surf 227
Sugar Beach Resort - Maui Condo & Home
Outdoor pool

Sugar Beach Resort - Maui Condo & Home

3.0 star property
8.4 out of 10, Very Good, (513)
"Love this location, great beach, quiet."
Sugar Beach Resort - Maui Condo & Home
Kihei Bay Surf B212
Condo (0 Bedroom) | Property amenity

Kihei Bay Surf B212

3.5 star property
7.8 out of 10, Good, (19)
"Overall a great stay at this place. Great spot to be close to a lot of things and also very quiet. Only complaint would be that it was a little hot at times in the room but the fan really helped with that. Would recommend."
Kihei Bay Surf B212
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kailua Hotel Reviews

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"We had a nice enjoyable experience. Very friendly and helpful staff. Relaxing environment with very nice beach and pool. "
Anne 1-night trip
Posted 15 hours ago
Maui Seaside Hotel

Frequently asked questions

Can I find a vacation rental in Kailua?

Yes, there are vacation rentals near top sights in Kailua, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Kailua has to offer?

Yonegan Maui Getaways - Haiku : This vacation home rental near Kailua is located near the beach and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker, and kitchenware.

What’s there to see and do in Kailua?

While exploring the area, visit family-friendly sights like Waikamoi Preserve, or get outside and enjoy nature at Twin Falls. In the larger area, you’ll find Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum.

What’s a vacation rental in Kailua like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.